# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'En-Qing Gao' _publ_contact_author_address ; Shanghai Key Lab of Green Chemistry and Chemical Process Greening East China Normal University Shanghai 200062 CHINA ; _publ_contact_author_email EQGAO@CHEM.ECNU.EDU.CN _publ_section_title ; Three-dimensional MnII and CoII materials with tetrazolato-5-carboxylate: structure, topology and magnetism ; loop_ _publ_author_name 'En-Qing Gao.' 'Qin-Xiang Jia.' 'Yanqin Wang.' 'Qing-Lun Wang.' 'Qi Yue.' # Attachment 'CCDC 694330.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 694330' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 Co N5 O2' _chemical_formula_weight 263.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.604(9) _cell_length_b 9.302(7) _cell_length_c 9.161(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.626(13) _cell_angle_gamma 90.00 _cell_volume 977.6(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 660 _cell_measurement_theta_min 2.819 _cell_measurement_theta_max 21.106 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.788 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 1.747 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6223 _exptl_absorpt_correction_T_max 0.8447 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5534 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0725 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1925 _reflns_number_gt 1420 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0230P)^2^+0.6878P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1925 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0854 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.84370(4) 0.58345(5) 0.57507(5) 0.02029(16) Uani 1 1 d . . . C1 C 0.8809(3) 0.6936(3) 0.2966(4) 0.0230(8) Uani 1 1 d . . . C2 C 0.7759(3) 0.7731(4) 0.3291(4) 0.0262(8) Uani 1 1 d . . . C3 C 0.7726(4) 0.2872(4) 0.4692(5) 0.0435(11) Uani 1 1 d . . . H3A H 0.8491 0.2839 0.4502 0.052 Uiso 1 1 calc R . . C4 C 0.7049(4) 0.1639(5) 0.4418(6) 0.0543(13) Uani 1 1 d . . . H4A H 0.7386 0.0801 0.4124 0.065 Uiso 1 1 calc R . . C5 C 0.5900(4) 0.1640(4) 0.4574(5) 0.0430(11) Uani 1 1 d . . . C6 C 0.5541(4) 0.2874(4) 0.5220(6) 0.0483(12) Uani 1 1 d . . . H6A H 0.4796 0.2922 0.5476 0.058 Uiso 1 1 calc R . . C7 C 0.6284(4) 0.4037(5) 0.5487(5) 0.0451(11) Uani 1 1 d . . . H7A H 0.6010 0.4858 0.5900 0.054 Uiso 1 1 calc R . . C8 C 0.5117(4) 0.0343(5) 0.4319(5) 0.0536(13) Uani 1 1 d . . . H8A H 0.4382 0.0632 0.3745 0.064 Uiso 1 1 calc R . . H8B H 0.5475 -0.0355 0.3741 0.064 Uiso 1 1 calc R . . N1 N 0.9376(3) 0.7218(3) 0.1838(3) 0.0256(7) Uani 1 1 d . . . N2 N 1.0264(3) 0.6313(3) 0.1976(3) 0.0265(7) Uani 1 1 d . . . N3 N 1.0218(2) 0.5505(3) 0.3150(3) 0.0231(7) Uani 1 1 d . . . N4 N 0.9306(2) 0.5905(3) 0.3814(3) 0.0231(6) Uani 1 1 d . . . N5 N 0.7366(3) 0.4045(3) 0.5185(4) 0.0317(8) Uani 1 1 d . . . O1 O 0.7360(2) 0.7323(3) 0.4406(3) 0.0287(6) Uani 1 1 d . . . O2 O 0.7444(2) 0.8742(3) 0.2441(3) 0.0284(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0186(2) 0.0167(2) 0.0266(3) -0.0003(2) 0.00688(18) -0.0020(2) C1 0.024(2) 0.0151(17) 0.030(2) 0.0011(16) 0.0034(17) -0.0062(14) C2 0.020(2) 0.026(2) 0.033(2) -0.0009(18) 0.0068(17) 0.0010(15) C3 0.038(3) 0.040(3) 0.056(3) -0.015(2) 0.020(2) -0.004(2) C4 0.051(3) 0.044(3) 0.071(4) -0.018(3) 0.019(3) -0.005(2) C5 0.039(3) 0.037(2) 0.054(3) -0.011(2) 0.011(2) -0.009(2) C6 0.039(3) 0.036(2) 0.073(3) -0.008(2) 0.015(2) -0.004(2) C7 0.035(2) 0.036(2) 0.064(3) -0.012(2) 0.006(2) -0.005(2) C8 0.054(3) 0.046(3) 0.062(3) -0.002(2) 0.012(3) -0.002(2) N1 0.0262(17) 0.0166(15) 0.037(2) -0.0010(14) 0.0128(15) 0.0025(13) N2 0.0230(17) 0.0330(17) 0.0262(18) 0.0060(14) 0.0121(13) 0.0067(13) N3 0.0205(16) 0.0193(16) 0.0313(18) 0.0026(13) 0.0097(13) -0.0001(12) N4 0.0229(15) 0.0207(15) 0.0266(16) -0.0029(14) 0.0071(12) 0.0029(13) N5 0.0253(17) 0.0272(17) 0.042(2) -0.0066(16) 0.0031(14) -0.0052(14) O1 0.0262(15) 0.0341(15) 0.0274(15) 0.0043(13) 0.0091(12) 0.0047(12) O2 0.0287(15) 0.0268(14) 0.0296(15) 0.0004(12) 0.0042(11) 0.0029(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 N5 2.096(3) . ? Co1 O2 2.101(3) 4_576 ? Co1 O1 2.130(3) . ? Co1 N3 2.128(3) 3_766 ? Co1 N4 2.169(3) . ? Co1 N1 2.267(3) 4_576 ? C1 N4 1.312(4) . ? C1 N1 1.331(4) . ? C1 C2 1.494(5) . ? C2 O2 1.240(4) . ? C2 O1 1.242(4) . ? C3 N5 1.275(5) . ? C3 C4 1.392(6) . ? C3 H3A 0.9300 . ? C4 C5 1.362(6) . ? C4 H4A 0.9300 . ? C5 C6 1.384(6) . ? C5 C8 1.507(6) . ? C6 C7 1.381(6) . ? C6 H6A 0.9300 . ? C7 N5 1.326(5) . ? C7 H7A 0.9300 . ? C8 C8 1.463(9) 3_656 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.321(4) . ? N1 Co1 2.267(3) 4_575 ? N2 N3 1.320(4) . ? N3 N4 1.350(4) . ? N3 Co1 2.128(3) 3_766 ? O2 Co1 2.101(3) 4_575 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Co1 O2 87.75(12) . 4_576 ? N5 Co1 O1 95.66(13) . . ? O2 Co1 O1 88.01(11) 4_576 . ? N5 Co1 N3 91.00(13) . 3_766 ? O2 Co1 N3 101.84(11) 4_576 3_766 ? O1 Co1 N3 168.33(10) . 3_766 ? N5 Co1 N4 98.80(12) . . ? O2 Co1 N4 166.07(10) 4_576 . ? O1 Co1 N4 79.15(11) . . ? N3 Co1 N4 90.39(12) 3_766 . ? N5 Co1 N1 166.40(12) . 4_576 ? O2 Co1 N1 78.86(11) 4_576 4_576 ? O1 Co1 N1 86.34(12) . 4_576 ? N3 Co1 N1 89.43(12) 3_766 4_576 ? N4 Co1 N1 94.79(11) . 4_576 ? N4 C1 N1 112.3(3) . . ? N4 C1 C2 122.9(3) . . ? N1 C1 C2 124.8(3) . . ? O2 C2 O1 129.6(3) . . ? O2 C2 C1 115.0(3) . . ? O1 C2 C1 115.4(3) . . ? N5 C3 C4 124.2(4) . . ? N5 C3 H3A 117.9 . . ? C4 C3 H3A 117.9 . . ? C5 C4 C3 121.0(4) . . ? C5 C4 H4A 119.5 . . ? C3 C4 H4A 119.5 . . ? C4 C5 C6 114.1(4) . . ? C4 C5 C8 124.0(4) . . ? C6 C5 C8 121.1(4) . . ? C7 C6 C5 120.3(4) . . ? C7 C6 H6A 119.8 . . ? C5 C6 H6A 119.8 . . ? N5 C7 C6 123.6(4) . . ? N5 C7 H7A 118.2 . . ? C6 C7 H7A 118.2 . . ? C8 C8 C5 113.7(5) 3_656 . ? C8 C8 H8A 108.8 3_656 . ? C5 C8 H8A 108.8 . . ? C8 C8 H8B 108.8 3_656 . ? C5 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? N2 N1 C1 105.6(3) . . ? N2 N1 Co1 150.2(2) . 4_575 ? C1 N1 Co1 103.7(2) . 4_575 ? N3 N2 N1 108.3(3) . . ? N2 N3 N4 109.9(3) . . ? N2 N3 Co1 127.1(2) . 3_766 ? N4 N3 Co1 121.1(2) . 3_766 ? C1 N4 N3 103.8(3) . . ? C1 N4 Co1 106.8(2) . . ? N3 N4 Co1 148.5(2) . . ? C3 N5 C7 116.1(3) . . ? C3 N5 Co1 123.6(3) . . ? C7 N5 Co1 119.9(3) . . ? C2 O1 Co1 114.6(2) . . ? C2 O2 Co1 117.6(2) . 4_575 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.911 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.079 # Attachment 'CCDC 694331.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 694331' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H6 Mn N5 O2' _chemical_formula_weight 259.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.833(2) _cell_length_b 9.7295(17) _cell_length_c 9.2017(16) _cell_angle_alpha 90.00 _cell_angle_beta 101.990(2) _cell_angle_gamma 90.00 _cell_volume 1036.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1933 _cell_measurement_theta_min 2.741 _cell_measurement_theta_max 27.543 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.661 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 1.266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7027 _exptl_absorpt_correction_T_max 0.8839 _exptl_absorpt_process_details 'SADABS (Bruker, 1999)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4670 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.1469 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 25.99 _reflns_number_total 1956 _reflns_number_gt 1174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0950P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1956 _refine_ls_number_parameters 145 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_gt 0.0585 _refine_ls_wR_factor_ref 0.1718 _refine_ls_wR_factor_gt 0.1690 _refine_ls_goodness_of_fit_ref 0.921 _refine_ls_restrained_S_all 0.921 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mn1 Mn 0.16307(5) 0.42597(7) 0.93055(9) 0.0257(3) Uani 1 1 d . . . C1 C 0.1219(3) 0.3031(5) 1.2067(6) 0.0311(12) Uani 1 1 d . . . C2 C 0.2283(3) 0.2310(5) 1.1822(6) 0.0248(11) Uani 1 1 d . . . C3 C 0.2376(4) 0.7226(6) 1.0398(8) 0.0526(17) Uani 1 1 d . . . H3A H 0.1645 0.7228 1.0620 0.063 Uiso 1 1 calc R . . C4 C 0.3032(5) 0.8480(8) 1.0627(9) 0.069(2) Uani 1 1 d . . . H4A H 0.2706 0.9286 1.0896 0.083 Uiso 1 1 calc R . . C5 C 0.4159(4) 0.8453(6) 1.0437(8) 0.0498(16) Uani 1 1 d . . . C6 C 0.4517(4) 0.7204(6) 0.9877(8) 0.0553(19) Uani 1 1 d . . . H6A H 0.5252 0.7155 0.9665 0.066 Uiso 1 1 calc R . . C7 C 0.3811(4) 0.6051(6) 0.9633(8) 0.0508(18) Uani 1 1 d . . . H7A H 0.4086 0.5248 0.9280 0.061 Uiso 1 1 calc R . . C8 C 0.4915(5) 0.9686(7) 1.0703(8) 0.0570(18) Uani 1 1 d . . . H8A H 0.4572 1.0359 1.1258 0.068 Uiso 1 1 calc R . . H8B H 0.5660 0.9427 1.1300 0.068 Uiso 1 1 calc R . . N1 N 0.0659(3) 0.2666(4) 1.3142(5) 0.0313(10) Uani 1 1 d . . . N2 N -0.0245(3) 0.3536(5) 1.2954(5) 0.0363(11) Uani 1 1 d . . . N3 N -0.0201(3) 0.4375(4) 1.1823(5) 0.0277(10) Uani 1 1 d . . . N4 N 0.0723(3) 0.4047(4) 1.1276(5) 0.0287(10) Uani 1 1 d . . . N5 N 0.2739(3) 0.6075(5) 0.9897(6) 0.0387(12) Uani 1 1 d . . . O1 O 0.2721(2) 0.2766(4) 1.0811(4) 0.0343(9) Uani 1 1 d . . . O2 O 0.2609(2) 0.1307(4) 1.2632(4) 0.0341(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0205(4) 0.0275(5) 0.0302(5) 0.0000(3) 0.0080(3) -0.0008(2) C1 0.0208(18) 0.036(3) 0.037(3) -0.002(3) 0.0074(19) -0.0008(18) C2 0.0228(18) 0.024(3) 0.028(3) 0.001(2) 0.0075(19) 0.0014(17) C3 0.043(3) 0.048(4) 0.073(5) -0.018(4) 0.026(3) -0.007(2) C4 0.062(3) 0.066(5) 0.087(6) -0.026(5) 0.032(4) -0.009(3) C5 0.047(3) 0.043(4) 0.061(4) 0.000(4) 0.014(3) -0.009(3) C6 0.039(3) 0.051(4) 0.078(5) -0.015(4) 0.017(3) -0.006(2) C7 0.032(2) 0.041(3) 0.080(5) -0.002(4) 0.014(3) -0.001(2) C8 0.060(3) 0.047(4) 0.064(5) -0.007(4) 0.013(3) -0.010(3) N1 0.0266(17) 0.026(2) 0.043(3) 0.002(2) 0.0119(18) 0.0027(15) N2 0.0281(17) 0.042(3) 0.041(3) 0.005(2) 0.0115(18) 0.0051(17) N3 0.0244(16) 0.026(2) 0.034(3) 0.002(2) 0.0098(16) 0.0013(15) N4 0.0226(16) 0.031(2) 0.033(3) 0.000(2) 0.0067(16) 0.0005(15) N5 0.0323(19) 0.043(3) 0.042(3) -0.002(2) 0.0113(19) -0.0044(18) O1 0.0271(14) 0.035(2) 0.043(2) 0.0025(19) 0.0122(15) 0.0039(13) O2 0.0297(14) 0.041(2) 0.034(2) 0.0060(19) 0.0104(14) 0.0028(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O2 2.181(4) 4_565 ? Mn1 N5 2.199(4) . ? Mn1 O1 2.226(3) . ? Mn1 N3 2.231(4) 3_567 ? Mn1 N4 2.301(5) . ? Mn1 N1 2.338(4) 4_565 ? C1 N4 1.294(6) . ? C1 N1 1.348(7) . ? C1 C2 1.498(6) . ? C2 O1 1.237(6) . ? C2 O2 1.240(6) . ? C3 N5 1.316(7) . ? C3 C4 1.438(9) . ? C3 H3A 0.9300 . ? C4 C5 1.382(9) . ? C4 H4A 0.9300 . ? C5 C6 1.419(9) . ? C5 C8 1.486(8) . ? C6 C7 1.389(7) . ? C6 H6A 0.9300 . ? C7 N5 1.341(7) . ? C7 H7A 0.9300 . ? C8 C8 1.482(15) 3_677 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? N1 N2 1.347(5) . ? N1 Mn1 2.338(4) 4_566 ? N2 N3 1.332(6) . ? N3 N4 1.334(5) . ? N3 Mn1 2.231(4) 3_567 ? O2 Mn1 2.181(4) 4_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Mn1 N5 90.08(16) 4_565 . ? O2 Mn1 O1 87.15(13) 4_565 . ? N5 Mn1 O1 97.56(15) . . ? O2 Mn1 N3 106.51(15) 4_565 3_567 ? N5 Mn1 N3 89.56(15) . 3_567 ? O1 Mn1 N3 164.64(14) . 3_567 ? O2 Mn1 N4 159.54(15) 4_565 . ? N5 Mn1 N4 103.24(16) . . ? O1 Mn1 N4 75.88(13) . . ? N3 Mn1 N4 89.28(15) 3_567 . ? O2 Mn1 N1 75.90(14) 4_565 4_565 ? N5 Mn1 N1 165.42(17) . 4_565 ? O1 Mn1 N1 85.89(14) . 4_565 ? N3 Mn1 N1 90.62(13) 3_567 4_565 ? N4 Mn1 N1 91.34(15) . 4_565 ? N4 C1 N1 112.3(4) . . ? N4 C1 C2 124.8(5) . . ? N1 C1 C2 122.9(5) . . ? O1 C2 O2 127.4(4) . . ? O1 C2 C1 116.2(4) . . ? O2 C2 C1 116.4(4) . . ? N5 C3 C4 124.7(5) . . ? N5 C3 H3A 117.7 . . ? C4 C3 H3A 117.7 . . ? C5 C4 C3 118.1(6) . . ? C5 C4 H4A 120.9 . . ? C3 C4 H4A 120.9 . . ? C4 C5 C6 115.5(6) . . ? C4 C5 C8 121.9(6) . . ? C6 C5 C8 122.5(5) . . ? C7 C6 C5 122.4(5) . . ? C7 C6 H6A 118.8 . . ? C5 C6 H6A 118.8 . . ? N5 C7 C6 121.1(6) . . ? N5 C7 H7A 119.4 . . ? C6 C7 H7A 119.4 . . ? C8 C8 C5 112.0(7) 3_677 . ? C8 C8 H8A 109.2 3_677 . ? C5 C8 H8A 109.2 . . ? C8 C8 H8B 109.2 3_677 . ? C5 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? N2 N1 C1 103.8(4) . . ? N2 N1 Mn1 149.8(3) . 4_566 ? C1 N1 Mn1 106.1(3) . 4_566 ? N3 N2 N1 109.1(4) . . ? N2 N3 N4 108.4(4) . . ? N2 N3 Mn1 125.5(3) . 3_567 ? N4 N3 Mn1 124.6(4) . 3_567 ? C1 N4 N3 106.4(4) . . ? C1 N4 Mn1 106.3(3) . . ? N3 N4 Mn1 146.1(3) . . ? C3 N5 C7 117.9(5) . . ? C3 N5 Mn1 123.3(3) . . ? C7 N5 Mn1 118.6(4) . . ? C2 O1 Mn1 115.0(3) . . ? C2 O2 Mn1 118.6(3) . 4_566 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 C1 C2 O1 2.3(7) . . . . ? N1 C1 C2 O1 -178.9(4) . . . . ? N4 C1 C2 O2 -176.2(4) . . . . ? N1 C1 C2 O2 2.7(7) . . . . ? N5 C3 C4 C5 -6.0(12) . . . . ? C3 C4 C5 C6 6.3(11) . . . . ? C3 C4 C5 C8 -177.7(7) . . . . ? C4 C5 C6 C7 -4.3(11) . . . . ? C8 C5 C6 C7 179.8(7) . . . . ? C5 C6 C7 N5 1.1(11) . . . . ? C4 C5 C8 C8 -105.8(10) . . . 3_677 ? C6 C5 C8 C8 69.8(10) . . . 3_677 ? N4 C1 N1 N2 0.5(5) . . . . ? C2 C1 N1 N2 -178.5(4) . . . . ? N4 C1 N1 Mn1 176.3(3) . . . 4_566 ? C2 C1 N1 Mn1 -2.7(5) . . . 4_566 ? C1 N1 N2 N3 -0.4(5) . . . . ? Mn1 N1 N2 N3 -172.4(5) 4_566 . . . ? N1 N2 N3 N4 0.3(5) . . . . ? N1 N2 N3 Mn1 166.9(3) . . . 3_567 ? N1 C1 N4 N3 -0.3(5) . . . . ? C2 C1 N4 N3 178.7(4) . . . . ? N1 C1 N4 Mn1 -170.9(3) . . . . ? C2 C1 N4 Mn1 8.1(6) . . . . ? N2 N3 N4 C1 0.0(5) . . . . ? Mn1 N3 N4 C1 -166.8(3) 3_567 . . . ? N2 N3 N4 Mn1 163.7(4) . . . . ? Mn1 N3 N4 Mn1 -3.0(7) 3_567 . . . ? O2 Mn1 N4 C1 25.0(5) 4_565 . . . ? N5 Mn1 N4 C1 -104.4(3) . . . . ? O1 Mn1 N4 C1 -9.8(3) . . . . ? N3 Mn1 N4 C1 166.2(3) 3_567 . . . ? N1 Mn1 N4 C1 75.6(3) 4_565 . . . ? O2 Mn1 N4 N3 -138.7(5) 4_565 . . . ? N5 Mn1 N4 N3 91.9(5) . . . . ? O1 Mn1 N4 N3 -173.5(6) . . . . ? N3 Mn1 N4 N3 2.5(6) 3_567 . . . ? N1 Mn1 N4 N3 -88.1(5) 4_565 . . . ? C4 C3 N5 C7 2.6(11) . . . . ? C4 C3 N5 Mn1 -172.2(6) . . . . ? C6 C7 N5 C3 -0.1(10) . . . . ? C6 C7 N5 Mn1 175.0(5) . . . . ? O2 Mn1 N5 C3 149.6(5) 4_565 . . . ? O1 Mn1 N5 C3 -123.2(5) . . . . ? N3 Mn1 N5 C3 43.1(6) 3_567 . . . ? N4 Mn1 N5 C3 -46.0(6) . . . . ? N1 Mn1 N5 C3 133.9(6) 4_565 . . . ? O2 Mn1 N5 C7 -25.2(5) 4_565 . . . ? O1 Mn1 N5 C7 61.9(5) . . . . ? N3 Mn1 N5 C7 -131.7(5) 3_567 . . . ? N4 Mn1 N5 C7 139.1(5) . . . . ? N1 Mn1 N5 C7 -40.9(9) 4_565 . . . ? O2 C2 O1 Mn1 166.2(4) . . . . ? C1 C2 O1 Mn1 -12.1(5) . . . . ? O2 Mn1 O1 C2 -156.2(3) 4_565 . . . ? N5 Mn1 O1 C2 114.1(4) . . . . ? N3 Mn1 O1 C2 -2.9(7) 3_567 . . . ? N4 Mn1 O1 C2 12.3(3) . . . . ? N1 Mn1 O1 C2 -80.1(3) 4_565 . . . ? O1 C2 O2 Mn1 -179.1(4) . . . 4_566 ? C1 C2 O2 Mn1 -0.9(5) . . . 4_566 ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.661 _refine_diff_density_min -0.902 _refine_diff_density_rms 0.132